As far as I know Wine is buggy and not stable. If you are using Open Source app fetch Linux version or compile from sources. You can also try to run qemu (I was able to get it to work on VPS) with Windows.

It's far more stable than you'd expect from something like WINE, and to be honest it's perfectly possible to use WINE to run certain applications. If bugs in WINE exist, they are typically predictable and listed on WineHQ. If an application is listed as stable, it typically runs stable without unexpected bugs.